Synthesis and Properties of a Series of the Longest Oligothiophenes up to the 48-mer
Autor: | Naoto Sumi, Yoshio Aso, Kazuo Takimiya, Tetsuo Otsubo, Shinpei Ueno, H. Nakanishi |
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Rok vydání: | 2001 |
Předmět: | |
Zdroj: | Bulletin of the Chemical Society of Japan. 74:979-988 |
ISSN: | 1348-0634 0009-2673 |
Popis: | A series of the longest class of oligothiophenes extended at intervals of seven thiophene units from the 6-mer up to the 48-mer has been synthesized by a combination of the random Eglinton coupling reaction of mono- and di-ethynylsexithiophenes and a subsequent sodium sulfide-induced cyclization reaction of the resulting oligo(sexithienylene-diethynylene)s. Their structures were well characterized by MALDI-TOF MS and 1H NMR spectroscopy. The molecular weights of the oligothiophenes and oligo(sexithienylene-diethynylene)s, measured by gel-permeation liquid chromatography using the polystyrene standard, are nearly double the actual ones, indicating that they keep highly rigid rod-type shapes. According to a molecular model, the molecular lengths of the longest oligothiophene 48-mer and the longest oligo(sexithienylene-diethynylene) reach approximately 18.6 nm and 25.0 nm, respectively. In the electronic absorption and emission spectra, the π–π* transitions of the oligothiophenes demonstrate progressive red ... |
Databáze: | OpenAIRE |
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